تفاعل #413672

معادلة التفاعل

iodine

calcium chloride

16α-Methylpregna-1,4-diene-3,20-dione

Calcium oxide

calcium chloride

→

title compound

21-Iodo-16α-methylpregna-1,4-diene-3,20-dione

المذيبات

carbon tetrachloride

methanol

methanol

methanol

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture stirred an additional 5 min
2. 2
   ترشيحfiltered through celite
3. 3
   تركيزconcentrated
4. 4
   أخرىThe residue is partitioned between methylene chloride and water
5. 5
   أخرىthe phases are separated
6. 6
   غسيلthe organic phase is washed with sodium sulfite
7. 7
   تجفيفdried over magnesium sulfate
8. 8
   تركيزconcentrated

الإجراء التجريبي

16α-Methylpregna-1,4-diene-3,20-dione (2.26 g), carbon tetrachloride (15 ml), methanol (7.3 ml) and calcium chloride in methanol (10%, 0.24 ml) are combined and stirred for 15 min at 20°-25°. Calcium oxide (2.50 g) is added and the mixture stirred an additional 5 min. A mixture of iodine (3.54 g), calcium chloride (10%, 5.4 ml) and methanol (2.4 ml) is added dropwise over 1 hr to the steroid mixture. After an additional 30 min the mixture is diluted with methylene chloride (100 ml), filtered through celite and concentrated. The residue is partitioned between methylene chloride and water, the phases are separated, the organic phase is washed with sodium sulfite, dried over magnesium sulfate and then concentrated to give the title compound, NMR (CDCl3) 0.7, 0.9, 1.2, 5.25, 5.35, 6.0, 6.2 and 7.0 δ.

المصدر